Classifications

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  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
  • C10M169/06—Mixtures of thickeners and additives
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M117/00—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof
  • C10M117/02—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen
  • C10M117/04—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen containing hydroxy groups
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  • C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
  • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
  • C10M2207/1245—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof used as thickening agent
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
  • C10M2207/128—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof
  • C10M2207/1285—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof used as thickening agents
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
  • C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
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  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
  • C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
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  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
  • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
  • C10M2219/083—Dibenzyl sulfide
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  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
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  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/041—Triaryl phosphates
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/042—Metal salts thereof
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  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/045—Metal containing thio derivatives
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  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/047—Thioderivatives not containing metallic elements
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  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
  • C10M2227/061—Esters derived from boron
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
  • C10M2227/061—Esters derived from boron
  • C10M2227/062—Cyclic esters
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  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
  • C10M2227/063—Complexes of boron halides
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  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
  • C10M2227/065—Organic compounds derived from inorganic acids or metal salts derived from Ti or Zr
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  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
  • C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
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  • C10N2010/00—Metal present as such or in compounds
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  • C10N2010/16—Groups 8, 9, or 10

Definitions

• This invention relates to grease compositions comprising oil, hydroxy-containing soap thickener and borated hydrocarbyl diol, and optionally phosphorus and sulfur moieties.
• Borated diols have been used in commercial lubricant formulations to provide improvements in lubricating properties. They have also, on occasion, been used in brake fluid formulations.
• the grease compositions containing one or more of hydroxy-containing soaps, one or more of the disclosed borated diols and one or more of the sulfur- and phosphorus-containing compositions described herein provide advantages in increased dropping point, improved grease consistency properties, antirust characteristics and potential antifatigue, antiwear and antioxidant benefits unavailable in any prior grease.
• the high dropping point extended temperature range metallic soap greases of this invention are preferably manufactured by mixing additive quantities of the diol borates to the fully formed soap grease after completion of saponification.
• a grease composition containing a major proportion of a grease and a minor amount of a compound prepared by reacting a diol, preferably vicinal, of the formula R(OH), in which R is a C 8 to C 10 hydrocarbyl group, with a boron compound, for example boric acid, boric oxide, metaborate or alkyl borate of the formula (R 1 O) y B(OH) z in which y is 1 , 2 or 3, z is 0, 1 or 2, the sum of y and z is 3, and the or each R 1 is an alkyl group containing from 1 to 6 carbon atoms, characterized in that the grease comprises a thickener containing a hydroxy-containing soap thickener.
• Such compositions have been foiund to possess substantially higher dropping points compared to compositions thickened with other thickeners. The presence of phosphorus and sulfur moieties provides an even higher drop point
• the diol is overborated, that is to say the borated product contains more than a stoichiometric amount of boron.
• the borated product used in the compositions of this invention can be made using a single diol or two or more diols.
• a mixture of diols can contain from about 5% to about 95% by weight of any one diol, the other diol or diols being selected such that it or they together comprise from about 95% to about 5% by weight of the mixture. Such mixtures are often preferred to a single diol.
• the hydrocarbyl vicinal diols can be linear, branched or cyclic, saturated or unsaturated, with linear saturated vicinal diols being preferred to maximize friction reduction.
• the two hydroxyl groups can be anywhere along the hydrocarbyl chain, and they are preferably on adjacent carbon atoms (vicinal), but the terminal diols are especially preferred.
• the preferred vicinal diols can be synthesized using several known methods, such as the method desaibed in , J. Am. Chem. Soc.,68. 1504 (1946), which involves the hydroxylation of 1-olefins with peracids.
• Vicinal diols can be prepared also by the peroxytriftuoroacetic acid method for the hydroxylation of olefins as described in J. Am. Chem. Soc.,76. 3472 (1954). Similar procedures are described in U.S. Patents 2,411,762, 2,457,329 and 2,455,892.
• Vicinal diols can also be prepared via catalytic epoxidation of appropriate olefins followed by hydrolysis.
• the preferred borated vicinal diols contain 12 to 20 carbon atoms Below a carbon number of 12, friction- reducing properdes begin to diminish.
• diols there may be mentioned 1,2-octanediol, 1,2-decanediol, 1,2-dodacanediol, 1,2-tetradecanediol, 1,2-pentadecanedid, 1,2-octanedcanediol, 1,2-eicosanediol, 1,2-triacontanediol, 1,2-mixed C 15 to C 18 -alkanedids, as well as diols derived from epoxide derivatives of propylene oligomers such as the trimers and tetramer and from butylene oligomers such as the trimers, and mixtures of any two or more such compounds.
• Reaction of the diol with the boron compound can be preformed at reaction temperatures of 90 to 260°C or more, but 110 to 200°C is preferred. Up to a stoichiometric amount of boric acid or other boron compound can be used, or an excess can be used to yield a product containing from about 0.1 to about 10% of boron.
• alkyl borates that can be used include mono-, di- and trialkyl borates, such as mono-, di- and trimethyl, triethyl, tripropyl, tributyl, triamyl and trihexyl berates, often in the presence of boric acid. Times for boration using any of these boron compounds can be from about 2 to about 12 hours or more.
• the reaction can be advantageously carried out under a pressure of up to 500 kPa.
• a solvent may be used.
• any relatively non-polar, unreactive solvent can be used, including benzene, toluene, xylene and 1,4-dioxane.
• Other hydrocarbon and alcoholic solvents which include propanol and butanol, can be used. Mixtures of alcoholic and hydrocarbon solvents can be used also.
• a particular class of thickening agents is used to make the grease compositions of the invention.
• These thickening agents are those containing at least a portion of alkali metal or alkaline earth metal or amine or hydrocarbylamine soaps of hydroxy-containing fatty acids, fatty glycerides and fatty esters having from 12 to about 30 carbon atoms per molecule.
• the metals are typified by sodium, lithium, calcium and barium. Preferred is lithium.
• Preferred members among these acids and fatty materials are those derived from 12-hydroxystearic acid and glycerides containing 12-hydroxystearates; 14-hydroxystearic acid; 16-hydroxystearic acid; and 6-hydroxystearic acid.
• thickeners need not constitute the total amount of thickeners in the grease compositions. Significant benefit can be attained using as little thereof as about 1 5% by weight of the hydroxy-containing thickener, based on the total thickeners.
• a complementary amount, that is up to about 85% by weight, of a wide variety of other thickening agents can be used in the grease compositions of the invention, Included among the other useful thickening agents are alkali and alkaline earth metal soaps of methyl-12-hydroxcystearate, diesters of a C 4 to C 12 dicarboxyiic acids and tall oil fatty acids. Other alkali or alkaline earth metal fatty acids containing from 12 to 30 carbon atoms and no free hydroxy groups may be used. These include soaps of stearic and oleic acids.
• thickening agents include salt and salt-soap best hues as calcium stearate-acetate (U.S. Patent 2,197,263), barium stearate acetate (U.S. Patent 2,564,561), calcium, stearate-caprytate-acetate complexes (U.S. Patent 2,999,065), calcium caprytate-acetate (U.S. Patent 2,999,066), and calcium satts and soaps of low-, intermediate- and high-molecular weight acids and of nut oil acids.
• These thickening agents can be produced in open kettles, pressurized vessels or continuous manufacturing units. All of these production methods are commonly used for greases and have the necessary supporting equipment to process the grease during and after manufacture of the thickener.
• thickening agents comprises substituted urees, phthalocyamines, indanthrene, pigments such as perylimides, pyromellitdiimides, and ammeline, as well as certain hydrophobic clays.
• These thickening agents can be prepared from clays which are initially hydrophilic in character, but which have been converted into a hydrophobic condition by the introduction of long-chain hydrocarbon radicals into the surface of the clay particles prior to their use as a component of a grease composition, for example by being subjected to a preliminary treatment with an organic cationic surface active agent, such as an onium compound.
• Typical onium compounds are tetraalkylammonium chlorides, such as dimethyl dioctadecyl ammonium chloride, dimethyl dibenzyl ammonium chloride and mixtures thereof.
• An optional component of the grease compositions are phosphorus and sulfur moieties. Both of these can be present in the same molecule, such as in a metal a non-metal phosphorodithioate of the formula in which R 2 is a hydrocarbyl group containing 3 to 18 carbon atoms, M is a metal or non-metal, n is the valence of M and each Z is oxygen or sulfur with at least one Z being sulfur.
• R 2 is preferably an alkyl group and may be a propyl, butyl, Pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl or octadecyl group, including those derived from isopropand, butanol, isobutanol, sec-butanol, 4-methyl-2-pentanol, 2-ethylhexanol, oleyl alcohol, and mixtures thereof. Further included are alkaryl groups such as butylphenyl, octylphenyl, nonylphenyl and dodecylpheny groups.
• Non-metallic ions include organic groups derived from vinyl esters such as vinyl acetate, vinyl ethers such as butyl vinyl ether and epoxides such as propylene oxide and 1,2-epoxydodecane.
• Non-metallic ions also include organic amine moieties such as hydrocarbylsmines, e.g., mono- and diamines. Such amines embrace oleylamine as well as the imidazolines and the oxazolines.
• the phosphorus and sulfur can also be supplied from the combination of two separate compounds, such as the combination of (1) a dihydrocarbyl phosphite having 2 to 10 carbon atoms in each hydrocarbyl group or mixtures of phosphites and (2) a sulfide such as sulfurized isobutylene, dibenzyl disulfide, sulfurized terpenes and sulfurized jojba oil.
• the phosphites embrace the dibutyl, dihexyl, dioctyl, didecyl and similar phosphites.
• Phosphate esters containing 4 to 20 carbon atoms in each hydrocarbyl group such as tributyl phosphate, tridecyl phosphate, tricresyl phosphate and mixtures of such phosphates, can also be used.
• the total thickener will contain at least about 15% by weight of a metal or non-metal hydroxy-containing soap and the grease will contain present from about 3% to about 20% by weight of thickener, based on the grease composition.
• the grease composition also contains from about 0.01% to about 10% by weight, preferably about 0.1% to about 2%, of a borated diol, preferably prepared by reacting the diol with at least an equimolar amount of boron.
• the composition may also contain from 0.01% to about 10% by weight, preferably from 0.2% to 2% by weight, of phosphorus- and sulfur-containing compounds or a mixture of two or more compounds which separately supply the phosphorus and sulfur moieties. If separate compounds are used, an amount of the mixture equivalent to the required concentration is used to supply desired amounts of phosphorus and sulfur.
• the borated diols and the phosphorus and sulfur moieties may be employed in any amount which is effective for imparting the desired degree of friction reduction, antiwear activity, antioxidant activity, high temperature stability or antirust activiiy.
• the borated diol and the phosphorus- and/or sulfur-containing compound(s) are effectively employed in combined amounts from about 0.02% to about 20% by weight, and preferably from about 0.2% to about 4% by weight, based on the total composition.
• the grease compositions of the invention can be made from either mineral oil or synthetic oil, or mixtures thereof.
• mineral oils both paraffinic, naphthenic and mixtures thereof, may be of any suitable lubricating viscosity range, as for example, from about 45 SSU at 38°C to about 6000 SSU at 38°C, and preferably from about 50 to about 250 SSU at 99°C.
• These oils may have viscosity indexes ranging to about 100 or higher. Viscosity indexes from about 70 to about 95 are preferred.
• the average molecular weights of these oils may range from about 250 to about 800.
• the lubricating oil from which it is prepared is generally employed in an amount sufficient to balance the total grease composition, after accounting for the desired quantity of the thickening agent and other additive components.
• Typical synthetic vehicles include polyisobutylene, polybutenes, hydrogenated polydecenes, polypropylene glycol, polyethylene glycol, trimethylol propane esters, neopentyl and pentaerythritol esters, di(2-ethyihexyl) sebacate, di(2-ethylhexyl) adipate, dibutyl phthalate, fluorocarbons, silicate esters, silanes, esters of phosphorus-containing acids, liquid ureas, ferrocene derivatives, hydrogenated synthetic oils, chain- type polyphenyls, siloxanes and silicones (polysiloxanes), alkyl-substituted diphenyl ethers typified by a butyl- substituted bis(p-phenoxy phenyl) ether, phenoxy phenylethers.
• the grease compositions according to the invention possess the advantages of increased dropping point and improved grease consistency properties and exhibit antirust characteristics and potential antifatigue, antiwear and antix- odiant benefits unavailable in any known grease.
• the grease compositions of the invention have the additional advantage that they can be manufactured simply by mixing additive quantities of the diol berates to the fully formed soap grease after completion of saponification.
• a lithium hydroxystearate grease thickener was prepared by saponification of a mixture containing 12-hydroxystearic acid (8% by weight) and glyceride thereof (9% by weight) with lithium hydroxide in a mineral oil vehicle at about 174°C in a closed vessel. After depres- suring and dehydration of the thickener in an open ⁇ kettle, sufficient mineral oil was added to reduce the thickener content to about 9.0%. After cooling to about 74°C a typical grease additive package, consisting of an amine antioxidant, phenolic antioxidant, 1.5% zinc dithiophosphate derived from mixed C 2 secondary and C, primary alcohols, sulfur-containing metal deactivator and nitrogen-containing antirust additives, was added.
• Example 2 After dehydrating the thickener in an open kettle, 2.0% by weight of the boron ester of Example 1 was added to the grease concentrate of Example 2. The concentrate was heated at 110-116°C.
• a base grease was thickened with the lithium soap of a 50/50 by weight mixture of stearic and palmitic acids, containing only non-hydroxy soap thickeners.
• the base grease of Example 2 and the base grease of Example 4 were mixed to form a 50/50 by weight mixture of hydroxy and non-hydroxy thickeners..
• Example 4 The base grease of Example 4 was mixed with 2% by weight of the borated did product of Example 1.

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• 1985
  • 1985-08-06 NZ NZ213008A patent/NZ213008A/xx unknown
  • 1985-08-07 AU AU45852/85A patent/AU586433B2/en not_active Ceased
  • 1985-08-12 EP EP85305688A patent/EP0176202A1/de not_active Withdrawn
  • 1985-08-15 CA CA000488757A patent/CA1271469A/en not_active Expired - Lifetime
  • 1985-08-20 BR BR8503967A patent/BR8503967A/pt not_active IP Right Cessation
  • 1985-08-22 JP JP60183166A patent/JPS6183295A/ja active Pending
  • 1985-08-22 ZA ZA856392A patent/ZA856392B/xx unknown

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